Hotels with Swimming Pool in Highland Lake, New York

Q: What are some hotels with pools in Highland Lake?

The Kartrite Resort & Indoor Waterpark : Features complimentary wireless internet access, a pool, and kitchens. Resorts World Catskills Casino : Hotel located near Resorts World Catskills. Offers a children's pool, an indoor pool, and a water park. Best Western Hunt's Landing Hotel Matamoras/Milford : Hotel, 4-minute walk from Resorts World Catskills. Provides 6 restaurants, a pool, and a full-service spa. Best Western Monticello : Features buffet, an indoor pool, and free self parking. Days Inn by Wyndham Liberty : Hotel located near Resorts World Catskills. Offers a sauna, an indoor pool, and buffet.

Where to?

Dates

April 2026

May 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Highland Lake Hotels with Swimming Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Highland Lake hotels with a pool

Hampton Inn Matamoras/Milford

Matamoras

Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.

P6,566 total

includes taxes & fees

Apr 21 - Apr 22

Best Western Hunt's Landing Hotel Matamoras/Milford

Matamoras

Dive into warm indoor pool waters at this riverside retreat, where sun loungers invite travelers to unwind and recharge.

P7,065 total

includes taxes & fees

Apr 5 - Apr 6

Days Inn by Wyndham Wurtsboro

Wurtsboro

Take a dip in the seasonal outdoor pool, a refreshing retreat with mountain views.

P7,256 total

includes taxes & fees

May 3 - May 4

The Kartrite Resort & Indoor Waterpark

Monticello

Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.

P17,045 total

includes taxes & fees

Apr 16 - Apr 17

Indoor pool, open 7 AM to 10 PM, free cabanas, sun loungers

Resorts World Catskills Casino

Monticello

Indoor pool paradise with casino thrills, spa indulgences, and mountain adventure awaits at this luxury hotel.

P11,857 total

includes taxes & fees

Apr 6 - Apr 7

Hampton Inn Monticello

Monticello

Splash into indoor pool comfort at this Hampton Inn with fitness center and free breakfast buffet.

P9,980 total

includes taxes & fees

Apr 20 - Apr 21

The Alder at Resorts World Catskills

Monticello

Enjoy all-season splashes in the indoor aquatic oasis, where relaxation flows as freely as the water at this Catskills retreat.

P10,632 total

includes taxes & fees

Apr 6 - Apr 7

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bradstan Boutique Hotel

Eldred

Serene lakeside retreat offers relaxing swims, hot tub soaks, and lounge areas for ultimate outdoor relaxation by the water.

P28,160 total

includes taxes & fees

Apr 23 - Apr 24

View all properties

Choose what matters most at hotels with a pool in Highland Lake

Breakfast included

4 stars

Top Highland Lake Hotel Reviews

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent

" Room was good. Staff (Sky) was wonderful!!! We LOVED him! He maxe check in sooo much fun! "

Villa Roma Resort and Conference Center

6/10 Okay

"There were activities for all ages, especially kids which was a great plus. The resort is a bit secluded and we wish there could have been more options for eating. We placed a room delivery order from one of the on site restaurants which did not arrive for more than 90 minutes. I had to go pick it up and the food was cold by then. They were nice enough to give few add ons for free. The resort was may be 25 % occupied and they could have given us a better room, but they gave us a room which was on the farthest side of the building. We stayed for 3 nights so I thought we deserved a bit better. "

Frequently asked questions

What are some hotels with pools in Highland Lake?

The Kartrite Resort & Indoor Waterpark: Features complimentary wireless internet access, a pool, and kitchens. Resorts World Catskills Casino: Hotel located near Resorts World Catskills. Offers a children's pool, an indoor pool, and a water park. Best Western Hunt's Landing Hotel Matamoras/Milford: Hotel, 4-minute walk from Resorts World Catskills. Provides 6 restaurants, a pool, and a full-service spa. Best Western Monticello: Features buffet, an indoor pool, and free self parking. Days Inn by Wyndham Liberty: Hotel located near Resorts World Catskills. Offers a sauna, an indoor pool, and buffet.

What is there to see and do in Highland Lake?

Make a point to visit attractions like Bethel Woods Center For The Arts and The Kartrite Resort & Indoor Waterpark. Discover sights such as Sidwell Lake during your stay.

When is the best time to book a hotel with a pool in Highland Lake?

Taking into account the local weather in Highland Lake can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Highland Lake are January, February, December, and March, with each month seeing an average of 9 inches of snowfall.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Highland Lake Hotels with Swimming Pool